Before working with her, I did not realize how helpful agents can be.
A day Oregon road trip in summer Day 1: Arrival in Portland Flying in to Portland, Oregon's cool and funky largest city, is the best way to start your Oregon road trip. Depending on what time you arrive, I recommend getting acclimated to the city by taking a stroll downtown or perhaps through Tom McCall Waterfront Park.
To save yourself some money in parking fees, I recommend waiting to pick up your rental car until Day 3. You can easily get around Portland on foot, by bike, or by pretty affordable Uber rides.
And if you haven't booked your rental car yet, compare rental car prices here. None Where to stay in Portland: On our first trip to Portland, my husband Elliot and I wanted to be in a really central location, and decided to stay at Hotel Rose — A Staypineapple Hoteljust a block up from Tom McCall Waterfront Park and within walking distance of just about everything downtown.
The hotel is bright and a little funky, and offers a local shuttle service to popular city attractions, as well as yellow beach cruisers you can borrow to explore the city like a local.
Portland This is your day to fully explore Portland. Potentially none Where to stay in Portland: It was also one of the more affordable downtown Portland hotels! You can't come to Portland, the home of the food truck phenomenon, and not get at least one or two meals at a food truck pod!
You'll find them all over the city. Willamette Valley Did you know that Oregon has an award-winning wine region? Because it totally does!
The prime wine-growing region stretches from just south of Portland through Salem and down to Eugene, and the good news is that the region makes for a pretty easy day trip from Portland Salem is just an hour away on I After picking up your rental car, I recommend spending the day in the Willamette Valley.
A couple wineries offer tours, but most just have tasting rooms that you can enjoy. Sokol Blosser Winery When researching our road trip, I bought a Fodor's Travel guide to Oregonand in it saw a photo of a beautiful winery on a hill overlooking the countryside and a bright red farmhouse see above.
I decided that this was the winery I most wanted to visit — except that the photo had no caption!
An hour of Googling and visiting various winery websites later, I figured out that this was the Sokol Blosser winery, one of the oldest and most famous in the Willamette Valley! We went for a wine tasting and some nibbles, and it was even prettier than in that guide book photo.
You can still use Portland as your base for Day 3 since the Willamette Valley isn't that far away. The Eagle Creek Fire was large and dangerous, and parts of the Historic Columbia River Highway and many area hiking trails still remain closed as of November You can visit Vista House at Crown Point and a couple viewpoints, but the rest of the highlights along the highway remain closed.
Multnomah Falls Lodge which was thankfully saved from the fire is also open again via the Interstate 84 parking lot, and this is the best way to visit Multnomah Falls. Check for updates at the Forest Service site.
I'm still going to write this section though, because hopefully these areas will be cleared and safe again for visitors and hikers soon!
Put on your hiking shoes and make sure your camera is charged on Day 4 of your Oregon road trip, because today you're going to explore the Columbia River Gorge. This is a river-carved canyon that stretches for more than 80 miles, with the Columbia River forming the boundary between Washington state and Oregon.
Multnomah Falls Seeing Multnomah Falls a foot double waterfall is probably the highlight for most people who visit the Columbia River Gorge, though there are plenty of other beautiful spots to stop and see, too.
Be aware that the Highway is very popular during the summer months, and parking at viewpoints and trailheads fills up fast — be sure to pack plenty of patience with you!
In The Dalles, consider the Celilo Inn.
I personally recommend staying in Hood River simply because it makes for a cooler drive on Day 5. Hiking in the Columbia River Gorge Day 5: Hood is considered one of the 7 Wonders of Oregon and is home to the only year-round ski resort in North America yup, on the slopes of a volcano!
You probably won't have enough time to hit the slopes, but you can still enjoy the beautiful views. Then it's time to continue south to Bend, the outdoor recreation mecca of Oregon.
Elliot's sister lives in Bend, so that was our main motivation for visiting — but I think this cool little city definitely deserves a spot on any Oregon road trip itinerary. If the weather is clear this evening, head up to Pilot Butte — an extinct volcano in the center of town — for sunset.
Sunset at Pilot Butte Total drive time:Helping Build Oregon's Best Businesses Are you a business owner or aspiring entrepreneur? Get management and technical assistance from COCC's Small Business Development Center. The Southwest Oregon Regional Airport (OTH), located in Coos Bay, North Bend, is the only commercial airport on the Oregon Coast.
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Featured News. View all featured news» Leaf Day Pickup Our Leaf Day Pickup program is about getting the leaves cleaned up in a way that makes a better, healthier and safer Portland. A day Oregon road trip in summer Day 1: Arrival in Portland.
Flying in to Portland, Oregon's cool and funky largest city, is the best way to start your Oregon road trip.